Composition for softening textile goods



Patented Nov. 20, 1934 UNITED STATES PATENT OFFICE COMPOSITION FOR SOFTENING TEXTILE GOODS Delaware No Drawing. Application October 9, 1931, Serial No. 567,980. In Germany November 2?, 1930 5 Claims. '(01. 252-1) Our invention relates to compositions for softening textile goods, more particularly to mixtures of fatty acid carboxyamides or their N-substitution products with sulf onation products of hy- 5 droxylated paraffin derivatives or to such of oleic acid amide or its N-substitutionproducts.

In the manufacture and finishing of goods containing artificial silk the soft touch of the goods is of great importance. To obtain this softtouch such goods are generally subjected to a process h of promoting the scroop before finishing. A similar treatment is customary for the preparation of various cotton goods. For this process soap and various products are used which are prepared in most cases by starting fromlfats and which contain sulfonic and/ or carboxylic acid groups,v which groups render the compounds water-soluble. By using such oil emulsions a certain softness of the goods but not the desired smooth touch is ob- V .20 tained.

} In accordance with our presentinvention, a particularly good softening effect is. obtained by fixing on the fiber small quantities of certain water-insoluble substances hereinafter defined 5 which are solid at ordinary'temperature. Mixtures of such substances with well known softening agents are distinguished by a remarkable capacity for increasing the softening effect. But particularly good softening effects are obtained by mixing the said water-insoluble substances .with hydrotropic bodies which per se have no softening effect, or only to asmall degree.

The term fihydrotropic bodies is intended to define such compounds the salts of which show in aqueous solutions the characteristic capacity of converting water-insoluble substances into an aqueous emulsion (cf. Carl Neuberg. Biochemische Zeitschrift, vol. '76 (1916), page 107).

The water-insoluble substances of the required 40 type comprise aliphatic compounds of fat-like x oermoo-n wherein n stands for the numeral 15 or 1'7 and the X's mean hydrogen or an alkyl, aralkyl and/or aryl-residue. c a

As hydrotropic products resistant towards hard water there are added aliphatic sulfonation prod ucts corresponding to the general formula m Zn'H 1 J wherein 111. means the number including 12 to about 30, or sulfonation products of products corresponding to the general formula uHn O I X wherein the Xs mean hydrogen or an akyl, aralkyl or arylgroup, i. e.- sulfonation products, namely true sulfonic acid as well as sulfuric acid esters, of hydroxylated paraflin derivatives containing 12 to about 30 carbon atoms and about one hydroxylgroup or of oleic amide or its N- substitution products. The addition of such maportions, but by using a more than eqnimolecular amount of the hydrotropic ingredienhi. e. the sulfonation product of the aforesaid type. In order to carry out a particularly advantageous method of producing said mixtures one may mix an initial product corresponding to a hydrotropic' product of the aforesaid type but containing no sulfonic acid group and corresponding to the general formula wherein mand X have the aforesaid significations, with a water-insoluble compound of the type described and subject the mixture to a sulfona- Ezrample 1 4-5 parts of the product obtained by first heating a trichlorinated hard paraflfin for about 10 hours in a closed vessel while stirring at 225-230 with an aqueous caustic soda solution and by acting on the product thus obtained which represents an unsaturated viscous liquor containing 24 to 27 carbon atoms and approximately 'one hydroxyl group and still containing chlorine, at temperatures below zero with chlorosulfonic acid 1 after addition of a solvent such as petrolether, are transformed into an aqueous paste of about,50%

Thereafter the mixture-is heated to about 70 for strength and mixed with 10 parts of palmitic'acid amide of the formula v cnucrnmconm about anhour while stirring.

. Instead of palmitic acid amide, its N-substitue tion products, such as the condensation products of palmitic acid chloride with monoethylamine,

cyclohexylamine or benzylamine, instead of'the above named sulfonation product, one of a hydroxylated derivative of a liquid parafline, such as vaseline oil containing about 18 carbon atoms, may be used.

K I "Eaiamplez 38 parts of the sodium salt of the sulfonic acid ester of the laurylalcohol of the probable formula I "are mixed with 12 parts of stearic acid -amide of the probable formula ci-lnascom and about 200 parts of water and the mixture is heated while well stirring at about 80-90" until a test is entirely soluble in water. While well stirring the mass is allowed to cool down.

Example 3 80 parts of oleic acid amide of the formula is poured on ice, the upper aqueous acidic layer are mixed with 20 parts of stearic acid amide of the formula K CrIHtsCONHa 65 and about 200 parts of trichloroethylene To this mixture while, cooling 'at 0-5 100' parts'of' sulsulfonation has'been finished the reaction mass is separated and the under layer containing the reaction product is neutralized lay-means of a caustic soda solution. After distilling off the solvent the product remains as a homogenous watersoluble paste containing a mixture of the sulfonation product of oleic acid amide with unsuifonated stearic acid amide. I

scribed in the foregoing example. The product with unsulfonated palmitic' acid amide. furic acid monohydrate are added. When the tion process under such conditions that after Emdmplei parts of oleic acid ethylanilide of the formula 01H: C|7HnCO-N are mixed'while stirring 'with'25 parts of stearic acid ethylanilide of the formula and about 200 parts of trichloroethylene and the mixture is cooleddown to about +5. Then at temperaturesiranging from zero to 5 110 parts of concentrated sulfuric acid are added. The isolation of thereaction product is carried out as decontains a mixture of the sulfonation product of oleic acid ethylanilide with unsulfonated stearic acid ethylanilide. v With a similar good result instead of the ethyl-. anilide compounds the corresponding diphenylamine compounds maybe used.

Example 5- ahmixture of 75 parts of oleic acid diethylamide of t e formula C1'iHa C'ON(CzH5)a r t and 25 parts of vpalmitic acid diethylamideof the formula I C15H31CON(CzHe) 2 is dissolved in'about 200 parts of trichloroethylene and this solution is sulfonated by the action of about parts of sulfuric acid monohydrate at 0 10. The reaction product is isolated as described in Example 3. It contains a mixture of sulfonated oleic acid diethylamide with unsulfonated palmitic acid diethylamide. 1

, Example 6 A mixture '6: 40 parts of laurylalcohol of the formula cimcrm 1oCH2OH and l0 parts of palmitic acid ainide of the formula a C15Ha1CONHa are suspended in about 150 parts of trichloroethylene and this suspension is sulfonated while 1 cooling bymeans of 50 parts of sulfuric acidmonohydrate. The sulfonation mass is poured onvsice, the reaction product is converted in the usual manner into the sodium salt and freed from the solvent. The product contains a mixture of -.the sulfuric acid ester of laurylalcohol of" the probable formula s CH3 (CH2) mCHzO-SOsI-I A particularly valuable productis obtained when using insteadof laurylalcohola mixture of cetylalcohol (CmHaaOH) and of oleylalcohol (CmHasOH) which is easily obtainable by theusual saponiflcation of sperm oil.

When applying the mixtures and colloid solutions above described to the finishing bath in quantities of 0.2 to 2 grs. per liter of said bath a soft and compact touch of the textile goods containing -artificiall silk is obtained. The present 150 to k compositicns may be likewise used forthe dyebath since the touch remains even after the ring-- ing process. v

As is evident from the foregoing examples, the

process of 'sulfonating a mixture of saturated acid amides and: of hydroxylated compounds or oleic acid amides respectiveli can be carried out under such conditions that only the second component is practically sulfonated, i. e. either by using a quantity of the sulfonating agent .which' is insuflicient forsulionating both components or by applying low temperatures during the sulfonation process.

We claim:

l. A composition for. softening comprising a' mixture of a water-insoluble fatty' acid amidocompound of the general ioriiiula x C Hun C 0-N wherein stands for the'number '15 or- 17 and the' X9 mean hydrogen or an alkyl, benzyl or phenyl radical, with a sulfonation product of a derivative of an aliphatic compound of the general formula V I x. A m 2ml )v wherein ml means a number including mg about 30 and R represents the group O or '-co N X having the aforesaid signification 2'. A composition for softening textile goods comprising a mixture of a water -insoluble fatty acid aniidocqmpound of the general formula I.

. CJInmCO-N wherein n stands for the number 15 or 17 and the 22's mean hydrogen or an alkyl, benzyl-or phenyl textile goods whereinln stands for the number 15 or' l'l and the Xs mean hydrogen or an alkyl, benzyl or phenyl radical, with a sulfonation product of a derivative of ab aliphatic compound of the general formula wherein X has .the aforesaid signification. 4. A composition for softening textile goods comprising a, mixture of palmitic acid amide of the formula v CH3 (CH2) 1 00mm and of a product obtained by decomposing a m chlorinated hard paraflin with an aqueous caustic soda solution and acting on the product, thus obtained with chlorosulfonic acid, in the presence 'of petrolether.

'5. A composition for softening textile goods comprising a mixture of ste'aric acid'amide of the formula C1'1H35CONH2 and the sulfuric acid ester of lauryl alcohol of the formula C12H25OSQ3H.

'GEORG KALISCHER. JOSEF NfissLEm.

RUDOLFJMI'TLLER. 

